1-(Bromomethyl)-2,4-difluorobenzene → HCID 69198836, compound

HRID 2377055Notes

Reaction equation

HRID 2377055 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[C:9]([C:10]([O:12][CH3:13])=[O:11])=[N:8][CH:7]=[C:6]2[NH:14][CH:15]=[CH:16][C:5]=12.[F:17][C:18]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:19]=1[CH2:20]Br>>[F:17][C:18]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:19]=1[CH2:20][N:14]1[C:6]2=[CH:7][N:8]=[C:9]([C:10]([O:12][CH3:13])=[O:11])[C:4]([CH2:3][O:2][CH3:1])=[C:5]2[CH:16]=[CH:15]1

Participants

3

Reactant 2

HCID 902971-(Bromomethyl)-2,4-difluorobenzeneHCID 12043950HCID 12043950, compound

Product 1

HCID 69198836HCID 69198836, compound

Procedure

The title compound was prepared by alkylation of methyl 4-methoxymethyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylate [prepared according to X. Doisy et al., Bioorg. Med. Chem. 1999, 7, 921-932) with 2,4-difluorobenzyl bromide in a manner similar to step 1 of example 2. 1H NMR (CDCl3) δ ppm. 8.70 (s, 1H), 7.31 (d, 1H, J=4.0 Hz), 6.71-6.98 (m, 4H), 5.36 (s, 2H), 5.12 (s, 2H), 3.92 (s, 3H), 3.38 (s, 3H). LCMS (API-ES, M+H+): 347.1

Workup

  1. customprepared

Sources & evidence

ORD record
ord-4db628a25a73428da6945335ccd56c22
Source dataset
uspto-grants-2008_12
Patent number
US07468375B2

Reaction notes

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